Herein, the isolation
and characterization of <i>N</i>-peralkyl-substituted NHC–CAAC
derived triazaalkenes in three
oxidation states, neutral, radical cation, and dication, are reported.
Cyclic voltammetry has shown the reversible electronic coupling between
the first and second oxidation to be Δ<i>E</i><sub>1/2</sub> = 0.50 V. As a proof-of-principle, to demonstrate the electron-rich
nature of the triazaalkene, it was shown that it can be used as an
electron donor in the reduction of an aryldiazonium salt to the corresponding
arene
